Eastern Caribbean: Windward & Leeward Islands Cruise

Day 1 - Fort Lauderdale

Arrive: Sat 14 February 2026 / Depart: Sat 14 February 2026 at 15:00

There is an abundance of things to see and do in the Ft. Lauderdale area: visit the newly redesigned Ft. Lauderdale Beach and cafes, stroll the historic Riverwalk, shop the luxurious stores on Las Olas Boulevard or adventure to the Everglades for an intriguing air boat excursion.

Day 2 - Half Moon Cay

Arrive: Sun 15 February 2026 at 08:00 / Depart: Sun 15 February 2026 at 16:00

The Caribbean is full of tropical wonders and natural beauty. But there’s nothing like Half Moon Cay, our pristine private island paradise in the Bahamas. Cruise to the Bahamas with Holland America Line and discover the most stunning, highest-rated private-island experience in the region, Half Moon Cay. This island has won Porthole Cruise Magazine’s Best Private Island award 17 consecutive years, and was also named the best in Travel Weekly's Readers' Choice Awards. As soon as your toes touch that powdery white sand and your eyes settle on the perfect blue-crystal clear water, you’ll understand why this island is one of the most sought out destinations. Whether you are planning a romantic getaway or a family vacation, book a Bahamas cruise and explore Half Moon Cay's beautiful beaches, exciting cruise excursions, exclusive beach cabanas and more.

Day 3 - At Sea

Day 4 - St. Thomas (US Virgin Islands)

Arrive: Tue 17 February 2026 at 10:00 / Depart: Tue 17 February 2026 at 19:00

The lovely, European-influenced port of Charlotte Amalie wins the prize for Caribbean shopping thrills. Cameras, jewelry, watches, perfumes are all here. So are beautiful beaches, undersea gardens and tales of Blackbeard. Sample shore excursions: Sea Trekking Helmet Dive & Coral World; Champagne Catamaran Sail & Snorkel to St. John; St. Thomas Ocean Racing; Ultimate Island Experience.

Day 5 - St John's, Antigua

Arrive: Wed 18 February 2026 at 08:00 / Depart: Wed 18 February 2026 at 17:00

Antigua is a Caribbean paradise, with sun-drenched beaches and lush rainforests. Explore the capital city of St. John’s, where the baroque towers of St. John’s Cathedral stand guard. Visit the Museum of Antigua and Barbuda and see Arawak and colonial antiquities. Glimpse rarely-seen species in the rainforest canopy. Nearby, Barbuda is home to one of the region's most significant bird sanctuaries. Sample shore excursions: Kayak & Snorkel Adventure; Five Star Bird Island.

Day 6 - Fort de France

Arrive: Thu 19 February 2026 at 08:00 / Depart: Thu 19 February 2026 at 21:00

Stunning volcanic history (in 1902 Mont Pelee blew open with catastrophic force), rum distilleries and blooms in every tropical hue await on this verdant "Island of Flowers."

Day 7 - Roseau

Arrive: Fri 20 February 2026 at 08:00 / Depart: Fri 20 February 2026 at 17:00

Wonderfully untouched. Take in the thunder of Trafalgar Falls, breathtaking in triplicate; watch for the rare and beautiful Sisserou parrot, found only here.

Day 8 - St. Kitts

Arrive: Sat 21 February 2026 at 08:00 / Depart: Sat 21 February 2026 at 17:00

St. Kitts and Nevis are a pair of islands that form a single Eastern Caribbean nation. Ripe with historical sites, the larger St. Kitts passed hands among the Spanish, French and English, with the latter establishing the strongest foothold. The architecture and layout of its capital city, Basseterre, are all typically British. And the island's sprawling, colonial-era plantations are a reminder of the tumultuous history of the tobacco, rum, sugar and slave trades that were here for generations. Beyond its rich past, St. Kitts offers golden-sand beaches for relaxing, a lush jungle interior that welcomes heart-pumping adventure, laid-back bars with fantastic sunset views and restaurants serving up über-local fare.

Day 9 - Philipsburg, St Maarten

Arrive: Sun 22 February 2026 at 07:00 / Depart: Sun 22 February 2026 at 17:00

Philipsburg is the capital of Sint Maarten, the Dutch side of the Caribbean island Saint Martin. Beachfront bars line the boardwalk along Great Bay. Voorstraat, or Front Street, has duty-free shops and casinos. The St. Maarten Zoo is home to parrots, monkeys and a playground. Sint Maarten Museum displays artifacts from the indigenous Arawak people. The ruins of 17th-century Fort Amsterdam stand on a nearby peninsula.

Day 10 - At Sea

Day 11 - At Sea

Day 12 - Fort Lauderdale

Arrive: Wed 25 February 2026 at 07:00 / Depart: Wed 25 February 2026

There is an abundance of things to see and do in the Ft. Lauderdale area: visit the newly redesigned Ft. Lauderdale Beach and cafes, stroll the historic Riverwalk, shop the luxurious stores on Las Olas Boulevard or adventure to the Everglades for an intriguing air boat excursion.